TOP 30 Unique vacations in Massachusetts

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FearlessRose vacation rental is a cozy and welcoming lodging institution located on Appleton Street in Springfield, Massachusetts, United States. Our rental property offers a comfortable and stylish accommodation option for travelers looking to experience the charm of Springfield. With modern amenities, spacious rooms, and a convenient location, FearlessRose vacation rental is the perfect choice for a relaxing and enjoyable stay in the area. Whether you are visiting for business or pleasure, our institution provides a peaceful retreat where you can unwind and recharge during your trip. Book your stay with us today and experience the comfort and convenience of FearlessRose vacation rental.

Dream Vacations is a premier travel agency located at 229 Reed Street in Warren, Massachusetts. With a team of experienced travel experts, we specialize in creating unforgettable vacation experiences for our clients. Whether you're looking for a relaxing beach getaway, an adventurous hiking trip, or a romantic European escape, we have the expertise to make your dream vacation a reality. From booking flights and accommodations to arranging tours and activities, we handle all the details so you can focus on making memories that will last a lifetime. Contact us today to start planning your next dream vacation!

Vacation Village in the Berkshires is a charming lodging institution located at 276 Brodie Mountain Road in Hancock, Massachusetts, United States. Nestled in the picturesque Berkshires region, this resort offers cozy accommodations and top-notch amenities for a relaxing and enjoyable vacation experience. Guests can unwind in spacious suites equipped with modern comforts, take a dip in the indoor or outdoor pools, or explore the nearby attractions such as ski slopes, hiking trails, and cultural venues. Whether you're seeking a romantic getaway or a fun family vacation, Vacation Village in the Berkshires is the perfect destination for your next trip.

My Cape Cod Vacation Home is a coastal retreat located in Dennis Port, Massachusetts, offering a peaceful getaway on beautiful Cape Cod. Our lodging establishment features 5 uniquely designed guest rooms, each providing a tranquil environment for a restful night's sleep. Situated within walking distance to the beach, guests can enjoy the sun, sand, and surf just moments away. Additionally, our property boasts a cozy fire pit for evening relaxation and central air conditioning for ultimate comfort. Whether you're looking for a relaxing beach vacation or a convenient home base for exploring all that Cape Cod has to offer, My Cape Cod Vacation Home is the perfect choice.

Arthouse Vacation Rental is a unique lodging option located at 256 Amory Street in Boston, Massachusetts. This institution offers a one-of-a-kind experience for travelers looking for a cozy and artistic place to stay during their visit to the city. As a combination of a lodging, real estate agency, and travel agency, Arthouse Vacation Rental provides guests with a comfortable and memorable stay in a prime location. With a focus on creativity and design, this institution offers a range of accommodation options to suit every traveler's needs. Experience the charm of Boston while staying at Arthouse Vacation Rental.

CAPTAIN MORSE HOUSE Vacation Rental is a charming lodging option located at 80 North Water Street in the picturesque town of Edgartown, Massachusetts. This historic property offers a unique and cozy atmosphere for guests looking to experience the beauty of Martha's Vineyard. As a real estate and travel agency, CAPTAIN MORSE HOUSE Vacation Rental provides top-notch customer service and a range of accommodation options to suit every traveler's needs. Whether you're looking for a romantic getaway or a family vacation, this institution is the perfect choice for your next holiday.

South Shore Real Estate, Vacation Living, Vacation Rentals & Lifestyles is a premier real estate agency located at 37 Front Street in Scituate, Massachusetts. Whether you are looking to buy, sell, or rent a property, our team is here to support and guide you through the entire process. With expertise in new construction, land acquisition, and investment properties, we can help you turn your real estate dreams into reality. In addition to traditional real estate services, we also specialize in vacation rentals and lifestyle experiences. If you are searching for a special place for a vacation, wedding, or retreat, we can make it happen. We can also provide recommendations for top local inns, hotels, and B&Bs to enhance your stay on the South Shore.

The Calico Seahorse-Beach Vacation Rentals is a unique institution located at 90 White Horse Road in Plymouth, Massachusetts, United States. As a real estate and travel agency, we offer 7 beach-themed bungalows just a 5-minute walk from White Horse Beach. Each bungalow is a dream destination, fully furnished with everything you need for a beach getaway, including a beach wagon filled with chairs, umbrellas, and boogie boards, as well as an outdoor shower, community fire pit, and your own gas grill. Our accommodations include a Studio that sleeps 2, three 1-bedroom bungalows that sleep 5, two 2-bedroom bungalows that sleep 7, and a 4-bedroom Main house that sleeps 11. All of our bungalows are fully stocked with a kitchen, stainless steel appliances, drip coffee maker, and a Keurig. Each bungalow is themed after places we have traveled around the world, adding a colorful and whimsical touch to the property.

Pilgrims Bliss Nantucket Vacation Home Rental is a luxurious and spacious accommodation located at 27 Pilgrim Road in Nantucket, Massachusetts, United States. This real estate and travel agency offers a main house and guest house that can accommodate up to 24 guests, making it perfect for large families or groups. The property features a heated salt water pool, a pond filled with ducks, a large yard, and is just a short stroll away from town and beaches. The newly updated "Pilgrim's Bliss" provides a unique combination of comfort and convenience, with a 6 bedroom main house and guest house, outdoor living areas, fireplaces, and a private flower-lined path leading to a peaceful pond. The property offers privacy from tall trees and hedges, creating a calm and luxurious setting for guests to enjoy.

Kinlin Grover Vacation Rentals is a premier real estate and travel agency located at 4 Wianno Avenue in Barnstable, Massachusetts, United States. With a reputation for excellence in the vacation rental industry, Kinlin Grover offers a wide range of luxury properties for rent in the beautiful Cape Cod area. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious family home, Kinlin Grover has the perfect vacation rental for you. Their team of experienced agents is dedicated to helping you find the ideal accommodation for your next getaway, ensuring a memorable and stress-free vacation experience. Experience the best of Cape Cod with Kinlin Grover Vacation Rentals.

The Laurel Cape Cod Vacation Rental is a charming property located at 3 Laurel Lane in Truro, Massachusetts. This beautifully appointed vacation rental is managed by a reputable real estate and travel agency, offering guests a unique and memorable experience on Cape Cod. With its prime location and comfortable accommodations, The Laurel is the perfect destination for those looking to relax and unwind on the picturesque shores of Cape Cod. Whether you're seeking a romantic getaway or a family vacation, The Laurel Cape Cod Vacation Rental is the ideal choice for your next escape.

Italian Exclusive Vacation is a premier travel agency located in Waltham, Massachusetts, specializing in creating luxurious and unforgettable vacations to Italy. Our team of experienced travel experts is dedicated to crafting personalized itineraries that cater to the unique preferences and interests of each client. From exploring the historic streets of Rome to savoring the finest wines in Tuscany, we ensure that every aspect of your Italian getaway is meticulously planned and executed. Whether you seek a romantic honeymoon, a family adventure, or a solo retreat, Italian Exclusive Vacation is your gateway to experiencing the beauty, culture, and cuisine of Italy in style and comfort. Visit us at 24 Crescent Street to start planning your dream vacation today.

Jen Charles Dream Vacations is a premier travel agency located at 1 Woodlark Drive in Norton, Massachusetts, United States. Specializing in creating unforgettable vacation experiences, our team of experienced travel experts is dedicated to helping you plan the perfect getaway. Whether you're dreaming of a tropical beach vacation, a European adventure, or a cruise around the world, we can make your travel dreams a reality. Contact us today to start planning your next dream vacation!

Bar Mitzvah Vacations is a specialized travel agency located at 3 Camelot Lane in Bourne, Massachusetts, United States. We offer tailor-made vacation packages for families looking to celebrate their son's Bar Mitzvah in a unique and memorable way. Our experienced team can help you plan every aspect of your trip, from accommodations and transportation to tours and activities. Let us take the stress out of organizing your Bar Mitzvah celebration and create a truly unforgettable experience for your family. Contact us today to start planning your dream Bar Mitzvah vacation!

SleepAfloat offers unique and unforgettable floating vacation rentals at prime waterfront locations. Situated at 120 Milk Street in Boston, Massachusetts, our real estate and travel agency specializes in providing guests with one-of-a-kind accommodations on the water. Whether you're looking to relax on a houseboat or experience the thrill of staying on a yacht, SleepAfloat has a variety of options to choose from. Immerse yourself in the beauty of the waterfront and enjoy a truly memorable stay with us.

Merchant Vacations By Craine is a premier travel agency located at 423 Lancaster Avenue in Lunenburg, Massachusetts, United States. With years of experience in the travel industry, our team of experts is dedicated to creating unforgettable vacation experiences for our clients. Whether you're looking for a relaxing beach getaway, an adventurous mountain retreat, or a cultural city tour, we have the knowledge and resources to make your dream vacation a reality. Contact us today to start planning your next adventure with Merchant Vacations By Craine.

Welcome to Villains Vacation Travel, your trusted travel agency located on Meadow Creek Drive in Dracut, Massachusetts. At Villains Vacation Travel, we specialize in crafting unforgettable journeys tailored to your unique desires. Whether you're dreaming of a relaxing beach getaway, an adventurous mountain expedition, or an immersive cultural experience, our expert team is dedicated to turning your travel dreams into reality. With our extensive knowledge and personalized service, we ensure every detail of your trip is meticulously planned and executed. From flights and accommodations to tours and activities, we handle it all, so you can focus on enjoying your adventure. Our commitment to exceptional customer service and creating memorable travel experiences has made us a favorite among locals and travelers alike.

Welcome to Patriot Vacation, your premier travel agency located at 7 Woburn Parkway, Woburn, Massachusetts. We specialize in crafting unforgettable travel experiences that cater to your unique interests and desires. Whether you're drawn to the intricate history and diverse culture of North Macedonia, with its Greek, Roman, and Ottoman influences, or the burgeoning allure of Saudi Arabia, now more accessible than ever with a quick and easy eVisa process, we are here to make your travel dreams a reality. Explore the vibrant landscapes of West Africa, renowned for its safety and exhilarating adventures, or delve into the rich Soviet heritage of Latvia, one of the intriguing Baltic states. At Patriot Vacation, we pride ourselves on our exceptional service and expertise, ensuring that your journey is seamless and memorable.

Welcome to Steps Away Vacation Home, your premier destination for unforgettable getaways in Salisbury, Massachusetts. Conveniently located at 86 Atlantic Avenue, just steps away from the stunning beaches of the Atlantic Ocean, we specialize in providing exceptional vacation experiences tailored to your needs. As a dual-functioning real estate and travel agency, we offer a unique blend of services to help you find the perfect vacation rental or invest in your own slice of paradise. Whether you're looking for a cozy beachside cottage for a weekend escape or exploring long-term real estate opportunities, our dedicated team is here to guide you every step of the way.

Welcome to Health Vacation Turkey, your premier destination for rejuvenating health retreats and wellness experiences. Conveniently located at 86 Brattle Street, Cambridge, Massachusetts, our business is dedicated to offering transformative health vacations tailored to your unique needs. At Health Vacation Turkey, we specialize in providing holistic wellness programs that combine the rich traditions of Turkish health practices with modern therapeutic techniques. Our carefully curated retreats focus on promoting physical vitality, mental clarity, and emotional well-being. Whether you are looking to detox, de-stress, or embark on a journey of self-discovery, our expert team is here to guide you every step of the way.

Captain's Walk is a premier real estate and travel agency located at 82 Captain Linnell Road in the charming town of Orleans, Massachusetts. Specializing in luxury properties and unforgettable travel experiences, Captain's Walk offers unparalleled service and expertise to help you find your dream home or plan the perfect getaway. Whether you're looking to buy or sell a property, or seeking a unique travel adventure, Captain's Walk is dedicated to providing exceptional service and personalized attention to meet all of your needs. Visit us today and let us help you navigate your next real estate or travel journey with ease and confidence.

The Adventure Summer Program: Global Beats - Latin Fiesta is a vibrant and exciting school located at 5 Meacham Street in Somerville, Massachusetts, United States. This unique institution offers students the opportunity to immerse themselves in the rich and diverse cultures of Latin America through music, dance, and art. Students will have the chance to explore traditional Latin rhythms, learn popular dance styles such as salsa and bachata, and create their own artwork inspired by the region. Join us for a summer filled with fun, creativity, and global learning!

Clamshell Landing is a charming institution nestled at 74 Eastern Avenue in Essex, Massachusetts, United States. This idyllic setting offers a picturesque waterfront location, perfect for hosting events, gatherings, and special occasions. With its serene atmosphere and stunning views of the ocean, Clamshell Landing is the ideal venue for weddings, receptions, corporate events, and more. Whether you're looking to host a romantic seaside ceremony or a sophisticated cocktail party, this venue provides a unique and memorable experience for all. Experience the beauty and tranquility of Clamshell Landing for your next event.

The Cottage at Blue Heron Farm is a charming lodging option located at 212 Warner Hill Road in the picturesque town of Charlemont, Massachusetts, United States. Situated on a serene farm property, guests can enjoy a peaceful retreat surrounded by nature. The cozy cottage offers comfortable accommodations and a tranquil atmosphere, perfect for a relaxing getaway. Whether you're looking to unwind in the countryside or explore the nearby attractions, The Cottage at Blue Heron Farm provides a unique and inviting place to stay.

Race Brook Lodge is a charming institution nestled in the beautiful countryside of Sheffield, Massachusetts. Located at 864 South Undermountain Road, this unique establishment offers a blend of health, lodging, and park amenities for guests to enjoy. From cozy accommodations to wellness retreats, Race Brook Lodge provides a tranquil escape from the hustle and bustle of everyday life. Explore the lush surroundings, unwind in the peaceful atmosphere, and rejuvenate your mind, body, and soul at this idyllic retreat in the heart of the Berkshires.

The Inn at Freeman Elms Farm B&B is a charming and welcoming lodging establishment located in the picturesque town of New Marlborough, Massachusetts. Situated at 566 Mill River Great Barrington Road, this historic bed and breakfast offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of city life. Surrounded by the natural beauty of the Berkshires, the Inn at Freeman Elms Farm B&B provides a cozy and comfortable atmosphere for guests to unwind and recharge. The property boasts beautifully appointed rooms, each uniquely decorated to provide a home away from home experience. Guests can enjoy a delicious homemade breakfast each morning, made with locally sourced ingredients.

The Barrington Bed and Breakfast is a charming lodging establishment located at 281 Main Street in the picturesque town of Great Barrington, Massachusetts. This cozy B&B offers a warm and inviting atmosphere for guests looking for a relaxing getaway in the heart of the Berkshires. The beautifully decorated rooms are equipped with modern amenities to ensure a comfortable stay, and guests can enjoy a delicious homemade breakfast each morning. Conveniently located near shops, restaurants, and attractions, The Barrington Bed and Breakfast is the perfect choice for those seeking a peaceful retreat in a quaint New England town.

Thornewood Inn is a charming and historic lodging located at 453 Stockbridge Road in the picturesque town of Great Barrington, Massachusetts. Nestled in the heart of the Berkshires, this cozy inn offers a tranquil escape for guests looking to relax and unwind. The beautifully appointed rooms are elegantly furnished and offer modern amenities for a comfortable stay. Guests can enjoy a delicious breakfast each morning and explore the surrounding area, which is known for its scenic beauty and cultural attractions. Whether you are seeking a romantic getaway or a peaceful retreat, Thornewood Inn is the perfect destination for your next vacation.

Bel Air Inn is a cozy lodging facility located at 387 Riverdale Street in West Springfield, Massachusetts. This charming inn offers comfortable accommodations and a welcoming atmosphere for guests looking for a relaxing stay. Conveniently situated in a prime location, Bel Air Inn is the perfect choice for travelers visiting the area for business or pleasure. With its friendly staff, clean rooms, and affordable rates, Bel Air Inn is a top choice for those seeking a comfortable and convenient place to stay in West Springfield.

The Trainmaster's Inn, located at 1292 South Main Street in Palmer, Massachusetts, offers a unique and high-end lodging experience. From the same team behind The Steaming Tender Restaurant, this inn allows guests to immerse themselves in the architectural beauty of the 19th century while enjoying modern comforts. Guests can choose to stay in the Inn itself or in one of the unique properties offered, such as the 1946 Bangor Aroostook Caboose overlooking the New England Central Railroad Railyard. The caboose has been meticulously restored to maintain its authentic charm.